3-[Bis(4-chlorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indole → 3-[(4-Chlorophenyl)(4-fluorophenyl)methyl]-5-fluoro-7-[(methylsulfinyl)methyl]-1H-indole

HRID 561720Notes

Reaction equation

HRID 561720 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[C:9]2[C:17]3[C:12](=[C:13]([CH2:19][S:20][CH3:21])[CH:14]=[C:15]([F:18])[CH:16]=3)[NH:11][CH:10]=2)=[CH:4][CH:3]=1.ClC1C=CC(C(C2C=CC(Cl)=CC=2)C2C3C(=C(CS(C)=[O:48])C=CC=3)NC=2)=CC=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:22]2[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=2)[C:9]2[C:17]3[C:12](=[C:13]([CH2:19][S:20]([CH3:21])=[O:48])[CH:14]=[C:15]([F:18])[CH:16]=3)[NH:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 583921253-[Bis(4-chlorophenyl)methyl]-7-[(methylsulfinyl)methyl]-1H-indoleHCID 583921723-[(4-Chlorophenyl)(4-fluorophenyl)methyl]-5-fluoro-7-[(methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583924913-[(4-Chlorophenyl)(4-fluorophenyl)methyl]-5-fluoro-7-[(methylsulfinyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 100 mg (0.24 mmol) of the compound from Example 291 in analogy to the synthesis of the compound from Example 296. 102 mg (98% of theory) of the target compound were obtained as mixture of diastereomers.

Workup

  1. custom102 mg (98% of theory) of the target compound were obtained as mixture of diastereomers

Sources & evidence

ORD record
ord-05864fed8a714042bee9b6df46a9ba7c
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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